Events and Things to Do in Chicago, IL

Sunday, May 31

Featured

North Shore Artisan Market - Winnetka (This Sat-Sun, May 30-31)

MAY

31

10:00 AM

754 Elm St, Winnetka, IL

Join us in downtown Winnetka, IL this Sat-Sun, May 30-31 (10am-4pm both days). The North Shore Artisan Market will be OUTDOORS...

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Featured

North Center Community Yard Sale

MAY

31

10:00 AM

North Center-Roscoe Village, IL

Come explore the treasures at the North Center Community Yard Sale! This 2 day neighborhood event, hosted by the North Center...

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Featured

Out of the Darkness Campus Walk - Northwestern University

MAY

31

12:00 PM

Chicago, IL

HOPE WALKS HERE!!! Out of the Darkness Campus Walk Northwestern University Sunday, May 31, 2026 Schedule Check in: 12:00...

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Friday, June 5

Featured

American Dreams

JUN

5

7:30 PM

Niles North High School, 9800 Lawler Ave, Skokie, IL

Northshore Concert Band presents American Dreams: A Program Inspired by the Enduring Ideals of the American Dream: Liberty,...

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Saturday, June 6

Sunday, June 7

Featured

The Great Bake Walk

JUN

7

9:45 AM

Chicago, IL

THE GREAT BAKE WALK Follow The Crumbs To Something Sweet Sunday, June 7, 2026 - 10:00 AM - 1:00 PM Ticketholder Check-In:...

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Friday, June 12

Featured

Wrestling Interstellar 2, Live Professional Wrestling

JUN

12

6:00 PM

Juliana Restaurant, 3001 W Peterson Ave, Chicago, IL

Experience the high-octane energy of live Chicago pro wrestling at this family-friendly event presented by Ultimate Combat...

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Saturday, May 30

• Come See Soul Plane on Saturday, May 30, 2026, At Rooftop Cinema Club 10:30 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  

Sunday, May 31

• North Shore Artisan Market - Winnetka (This Sat-Sun, May 30-31) 10:00 am

  754 Elm St, Winnetka

  
  
• North Center Community Yard Sale 10:00 am

  North Center Community, Chicago

  
  
• Out of the Darkness Campus Walk - Northwestern University 12:00 pm

  Centennial Park, Evanston

  
  
• The Magnificent Mile™ Spring Art Fest 10:00 am

  875 N Michigan Ave, Chicago, IL 60611

  
  
• Come See The Parent Trap (1998) on Sunday, May 31, 2026, At Rooftop Cinema Club 10:30 am

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  
• Fifth Annual Windy City Hot Dog Fest & Eating Contest 12:00 pm

  4000 N Milwaukee Ave, Chicago

  
  
• Afternoon Tea x Local Eclectic Jewelry Pop-Up 1:00 pm

  Alma, 3630 N Clark St, Chicago

  
  
• Come See Pride & Prejudice on Sunday, May 31, 2026, At Rooftop Cinema Club 1:30 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  
• May 31, SongShop Live – Healing with love 4:00 pm

  The Labyrinth Club, 3658 N Pulaski Rd, Chicago

  
  
• Come See La La Land on Sunday, May 31, 2026, At Rooftop Cinema Club 4:30 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  
• Come See White Chicks on Sunday, May 31, 2026, At Rooftop Cinema Club 7:45 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  
• Come See Inception on Sunday, May 31, 2026, At Rooftop Cinema Club 10:30 pm

  Rooftop at The Emily Hotel, 311 N Morgan St 5th Floor, Chicago, IL 60607

  
  

Monday, June 1

• The Theatre School at DePaul University Celebrates Spring Season 7:30 am

  The Theatre School at DePaul University, 2350 N Racine Ave, Chicago

  
  
• June Promos: Tricoci University of Beauty Culture 9:00 am

  All 15 Tricoci University Campuses

  
  
• Summer Afternoon Tea in Chicago: A Garden Party on the River at LondonHouse 12:00 pm

  LondonHouse Chicago, Curio Collection by Hilton, 85 E Wacker Dr, Chicago

  
  
• Love is Love at LondonHouse Rooftop 12:00 pm

  LondonHouse Chicago, Curio Collection by Hilton, 85 E Wacker Dr, Chicago

  
  

Tuesday, June 2

• PRIDE Sip & Paint 7:00 pm

  360 CHICAGO, 875 N Michigan Ave, Chicago

  
  

Thursday, June 4

• Puerto Rican Heritage Day Cubs Pregame & Watch Party 4:00 pm

  Moe's Cantina - Wrigleyville, 3518 N Clark St, Chicago

  
  
• Labriola Oak Brook Annual Patio Party 5:00 pm

  Labriola Ristorante - Oak Brook, 3011 Butterfield Rd, Oak Brook